| 2022 | 2023 | 2024 | |
| WRESTLER OF THE YEAR | Jayden Mercer Runner Up – TW3 | Jayden Mercer Runner Up – Kaiser | Kaiser Runner Up – Perfection |
| TAG TEAM OF THE YEAR | Ruthless Rage Runners Up – Stache Dance Wrestlution | Baker Boys Runners Up – Ruthless Rage | Baker Boys Runners Up – Best Friends Club |
| BEST GOOD GUY | Classic Alpha Runner Up – Steve Sawyer | Jimothy Runner Up – Classic Alpha | Best Friends Club Runner Up – Nathan Gust |
| BEST BAD GUY | Devan Drake Runner Up – Preston Palmer | Preston Palmer Runner Up – C. Martin McClure | Perfection Runner Up – Mike Jerrick |
| MOST IMPROVED | Johnny CK Runner Up – Steve Sawyer | Craig Covenant Runner Up – Roy Cooper | Perfection Runner Up – Kaiser |
| BEST EVENT | Out of Control ft. Sabu Runner Up – Raiders Signing Day | Out of Control 2 ft. Kurt Angle Runner Up – We Are Legion | Out of Control 3 ft. Jimmy Hart & ODB Runner Up – Sk8rmania |
| BIGGEST LOL | Pee Pants Palmer Runner Up – Jimothy/Schwanz Dance Off | “Logan Ross” at OOC2 Runner Up – XTC/Spectre Thriller Dance | Josie falls off top rope Runner Up – Preston learns to be good |
| BREAKOUT STAR | Jimothy Runner Up – Jayden Mercer | Kaiser Runner Up – Jimothy | Roy Cooper Runner Up – Jay Leon |
| BEST MATCH | McClure Family vs. Ruthless Rage (Street Fight) Runner Up – Alpha vs. Spectre (Title vs Title) | Preston Palmer vs. Jimothy (I Quit) Runner Up – Avalon vs. Covenant | Kaiser vs. Perfection @ OOC3 Runner Up – Jay Leon vs. Perfection @ Saturday the 14th |
| BIGGEST SURPRISE | Devan Drake turns on C. Martin McClure Runner Up – World Wide Love wins titles as Black n Blue | McCle Family Ends 2024 With All Titles Runner Up – Covenant defeats Avalon | Gust attacks Jerrick @ Caged Runner Up – Schwanz is a baaaaad guy |
| BEST MANAGER | C. Martin McClure Runner Up – Red Lytel | C. Martin McClure Runner Up – Papa Baker | Papa Baker Runner Up – C. Martin McClure |
| BEST SOUND GUY | Ryan Brown Runner Up – Eric Tyler | Ryan Brown Runner Up – Mike Jerrick | Ryan Brown Runners Up – Gust/Jerrick @ Sk8rmania |
| BEST ANNOUNCER | Josh Rueden Runner Up – N/A | Josh Rueden Runner Up – N/A | Josh Rueden Runner Up – N/A |
| BEST REFEREE | TJ Bowles Runner Up – John Savage | Wade Schultz Runner Up – Cody Schultz | Wade Schultz Runner Up – Cody Schultz |
NOW THAT'S WRESTLING! 